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Acetylenedicarboxylic acid

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Acetylenedicarboxylic acid Basic information

Product Name:
Acetylenedicarboxylic acid
Synonyms:
  • ACETYLENEDICARBOXYLIC ACID FREE ACID
  • BUTYNEDIOIC ACID ACETYLENE DICARBOXYLIC ACID 99%
  • Acetylenedicarboxylic acid,98%
  • Acetylen-dicarbonsαure
  • But-2-ynedioic acid
  • 2-Butynedioate
  • NSC-1903
  • NSC-631597
CAS:
142-45-0
MF:
C4H2O4
MW:
114.06
EINECS:
205-536-0
Product Categories:
  • Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
  • Acetylenic Carboxylic Acids & Their Derivatives
  • Pharmaceutical Intermediates
  • Acetylenes
Mol File:
142-45-0.mol
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Acetylenedicarboxylic acid Chemical Properties

Melting point:
180-187 °C (dec.) (lit.)
Boiling point:
133.5°C (rough estimate)
Density 
1.1794 (rough estimate)
refractive index 
1.5260 (estimate)
Flash point:
131 °C
storage temp. 
2-8°C
solubility 
Methanol (Slightly), Water
form 
Crystalline Powder or Crystals
pka
pK1: 1.75; pK2: 4.40 (25°C)
color 
White or cream to beige
Water Solubility 
soluble
BRN 
878357
InChIKey
YTIVTFGABIZHHX-UHFFFAOYSA-N
CAS DataBase Reference
142-45-0(CAS DataBase Reference)
NIST Chemistry Reference
2-Butynedioic acid(142-45-0)
EPA Substance Registry System
2-Butynedioic acid (142-45-0)
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Safety Information

Hazard Codes 
T,Xi
Risk Statements 
25-36/37/38
Safety Statements 
26-45-37/39
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
II
HS Code 
29171990

MSDS

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Acetylenedicarboxylic acid Usage And Synthesis

Chemical Properties

cream coloured to beige crystalline powder or

Uses

Acetylenedicarboxylic acid is employed in the preparation of dimethyl acetylenedicarboxylate and potassium hydrogenacetylenedicarboxylate. It is also used as a laboratory reagent. Further, it is used as a precursor in organic synthesis and also serves as a pharmaceutical intermediate.

Definition

ChEBI: An acetylenic compound that is acetylene in which the hydrogens are replaced by carboxy groups.

Purification Methods

The acid is soluble in Et2O and crystallises from Et2O/pet ether (m 183-183.5o), or H2O as the dihydrate which dehydrates in a desiccator over conc H2SO4 in a vacuum. The dipicrate crystallises from aqueous ether. For the mono K salt see entry in “Metal-organic Compounds”, Chapter 5. [Abbott et al. Org Synth Coll Vol II 10 1943, Huntress et al. Org Synth Coll Vol IV 329 1963, Beilstein 2 H 801, 2 I 317, 2 II 670, 2 III 1991, 2 IV 2290.]

Acetylenedicarboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

Acetylenedicarboxylic acidSupplier

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